Azo dyestuffs.



UNITED STATES PATENT OFFICE.

HEINRICH JORDAN AND WILHELM NEELMEIER, OF LEVERKUSEN, NEAR COLOGNE, GERMANY, ASSIGNORS TO FARBENFABRIKEN VORM. FRIEDR. BAYER & 60., OF ELBERFELD, GERMANY, A CORPORATION OF GERMANY.

AZO DYESTUFFS.

No Drawing.

cylic acid,

(OH,COOH: 1.2) para-amino-tolyl-sulfonyl-para amino salicylic acid,

(OH,COOH: 1.2)

amino-'benzoylamino-cresotinic acids, chloroand methoXy-amino-benzoyl-amino-salicylic acids with azo dyestuif components 6. g. naphthol sulfonic acids, aminonaphthol sulfonic acids, acetylaminonaphthol sulfonic acid, pyrazolon compounds, dioxyquinolin, etc. The new dyes are after being dried and pulverized in the shape of their alkaline salts dark powders soluble in water generally with a yellow to red to bluish-red coloration and in concentrated sulfuric acid with a red to bluish-red coloration and yielding upon reduction with acetic acid and zinc powder an aminoacidylaminosalicylic acid compound and an amin.

From yellow to red to violet chrome lakes fast to chlorin and soap can be produced on the fiber with the new coloring matters.

In order to illustrate the new process more fully the following example is given, the parts being by Weight: 30.2 parts of metaamino-anisoyl-para-aminosalicylic acid having the formula:

H! are dissolved in 1000 parts of water and 53 Specification of Letters Patent.

Application filed April 16, 1913.

Patented May 19, 1914.

Serial No. 761,477.

parts of soda, reprecipitated with 30 parts of hydrochloric acid (19. B.) and diazotized with 6.9 parts of sodium nitrite in 10 parts of water at 2025 G. The diazo compound thus obtained is then stirred into a cold solution of 24.6 parts of the sodium salt of l-naphthol-l-sulfonic acid and a soda solution is added to obtain a weakly alkaline reaction. After stirring the combination is soon complete and the dyestufi" is salted outand filtered off. It is after being dried and pulverized in the shape of its sodium salt a dark powder soluble in water with a yellowred coloration and in concentrated sulfuric acid with a red-blue coloration; and yielding upon reduction with zinc powder and acetic acid amino-anisoyl-para-amino-salicylic acid and 2-amino-1-oXy-naphthalene-4- sulfonic acid. It has in a free state most probably the formula:

OCH; OH

SOaH

When printed with acetate of chromium on the fiber a pure scarlet-red shade is obtained fast to chlorin and to soap.

We claim:-

1. The herein described new azo dyestuffs derived from diazo compounds of aminoacidyl-aminosalicylic acid compounds and azo dyestufi' components, which are after being dried and pulverized in the shape of their alkaline salts dark powders soluble in water generally with a yellow to red to bluish-red coloration and in concentrated sulfuric acid with a red to blue-red coloration; yielding upon reduction with acetic acid and zinc powder an aminoacidylaminosalicylic acid compound and an amin; and furnishing on the fiber from yellow to red to violet chrome lakes fast to chlorin and to soap, substantially as described.

2. The hereindescribed new azo dyestuffs derived from diazo compounds of aminoarylcarbon l-aminosalicylic acid compounds and azo yestuif components, which are after bein dried and pulverized in the shape of their alkaline salts dark powders soluble in water generally with a yellow to red to bluish-red coloration and in concentrated 00910: of this patent may be obtained for sulfuric acid with a red to blue-red coloration; yielding upon reduction with acetic acid and zinc powder an aminobenzoylaminosalicylic acid compound and an amin; and furnishing on the fiber from yellow to red to violet chrome lakes fast to chlorin and to soap, substantially as described.

3. The hereindescribed new azo dyestufls derived from azo compounds of aminoacidylpara-aminosalicylic acid (OH,CO()H: 1,2

compounds and azo dyestufi' components, which are after being dried and pulverized in the shape of their alkaline salts dark powders soluble in water generally with a yellow to red to bluish-red coloration and in concentrated sulfuric acid with a red to blue-red coloration; yielding upon reduction with acetic acid and zinc powder an aminoacidylparaaminosalicylic acid (OH,COOH: 1,2

compound and an amin; and furnishing on the fiber from yellow to red to violet chrome lakes fast to chlorin and to soap, substantially as described.

4.- The herein described new azo dyestuffs derived from diazo compounds of aminoacidyl-aminosalicylic acid compounds and naphtllol sulfonic acids, which are after being dried and pulverized in the shape of their alkaline salts dark powders soluble in water generally with a yellow to'red to bluish-i'ed coloration; yielding upon reduction with acetic acid and zinc powder an aminoacidylaniinosalicylic acid compound and an aminonaphtholf'sulfonic acid; and furnishing on the fiber from yellow to red to violet chrome lakes fastto chlorin and to soap, substantially as described.

5. The herein described new azo dyestufl's derived from diazo compounds of aminoaI'ylcarbonyl-aminosalicylic acid compounds and naphthol sulfonic acids, which are after being dried and pulverized in the shape of their alkaline salts dark powders soluble in water generally with a yellow to red to bluish-red coloration and in concentrated sulfuric acid with a red to blue-red coloration; yielding upon reduction with acetic acid and zinc powder an aminobenzoylaminosalicylic acld compound and an aminonaphthol sulfonic acid; and furnishing on the fiber from yellow to red to violet chrome formula lakes fast to chlorin and to soap, substantially as described.

6. The herein described new azo dyestufls derived from diazo compounds of aminoacidyl-para-aminosalicylic acid (OH,COOH: 1,2

compounds and naphthol sulfonic acids, which are after being dried and pulverized in the shape of their alkaline salts dark powders soluble in water generally with a yellow to red to bluish-red coloration and in concentrated sulfuric acid with a red to blue-red coloration; yielding upon reduction with acetic acid and zinc powder an aminoacidyl-para-aminosalicylic acid (OH,COOH: 1,2

compound and an aminonaphthol sulfonic acid; and furnishing on the fiber from yellow to red to violet chrome lakes fast to chlorin and to soap, substantially as described.

7. The herein described new azo dycstuff having in a free state most probably the OCH which is after being dried and pulverized in the shape of its sodium salt a dark powder soluble in water with a yellow-red coloration and in concentrated sulfuric acid with a red-blue coloration; yielding upon reduction with zinc powder and acetic acid amino-anisoyl-para-amino-salicylic acid and 2-amino-1-0xynaphthalin-4-sulfonic acid furnishing when printed on the fiber with acetate of chromium scarlet-red shades fast to chlorin and to soap, substantially as described.

In testimony whereof we have hereunto set our hands in the presence of two subscribing witnesses.

HEINRICH JORDAN. 11. 5. WILHELM NEELMEIER. Ila

' Witnesses:

D 0RA Norm, V HELEN NUFER.

five cents each, by addreuing the Commissioner of Baton, Washington, D. 0." 

